I've been doing Python professionally for 4 years now, including Django (sys admin to front end), GIS, and some basic machine learning.
Some pre-reading would be most effective so you'll have specific questions. If you already know how to code and are picking up Python, I recommend http://diveintopython.org/ . If you are new to programming, I recommend http://learnpythonthehardway.org/index
Email me to agree on a schedule; I'd prefer Freenode IRC if you want to chat.